A Novel Acid-Catalyzed O-Benzylating Reagent with the Smallest Unit of Imidate Structure.

MedLine Citation:

PMID:
22994426
Owner:
NLM
Status:
Publisher

Abstract/OtherAbstract:

Formal trimerization of the smallest unit of benzyl imidate leads to 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT), which can be used as an acid-catalyzed O-benzylating reagent. The reaction of various functionalized alcohols with 0.4 equiv of TriBOT in the presence of trifluoromethanesulfonic acid afforded the benzyl ethers in good yields. TriBOT is an inexpensive stable crystalline solid with high atom economy.